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ITINERARY HELP - 3 weeks

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It's my first time to go to Europe! Target travel dates, June 1-21! Hope you guys can help me with my itinerary! I really wanna go to Prague, Paris and Italy! But need to be in Germany from June 9-12 for an appointment.

Would like to ask:
1. If countries mentioned above are feasible to visit given the time?
2. How do I travel across these countries? Was hoping to travel by rail. Are there connecting trips for all countries?

Thank you!!

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